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{{chembox |
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{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 400999571 |
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| verifiedrevid = 434929161 |
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| name = Primulin |
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| Name = Primulin |
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| ImageFile = Malvidin 3-galactoside.svg |
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| ImageFile = Malvidin 3-galactoside.svg |
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| ImageSize = 300px |
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| ImageSize = 300px |
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| IUPACName = (2''S'',3''R'',4''S'',5''R'',6''R'')-2-oxy-6-(hydroxymethyl)oxane-3,4,5-triol chloride |
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| IUPACName = (2''S'',3''R'',4''S'',5''R'',6''R'')-2-oxy-6-(hydroxymethyl)oxane-3,4,5-triol chloride |
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| OtherNames = Malvidin 3-galactoside<br>Malvidin-3-galactoside chloride<br>Malvidin-3-O-galactoside<br>Malvidin-3-O-galactoside chloride<br>3-(Galactosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrylium chloride<br>Primulin Yellow<ref></ref> |
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| OtherNames = Malvidin 3-galactoside<br>Malvidin-3-galactoside chloride<br>Malvidin-3-O-galactoside<br>Malvidin-3-O-galactoside chloride<br>3-(Galactosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrylium chloride<br>Primulin Yellow<ref></ref> |
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| Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 30113-37-2 |
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| PubChem = 94409 |
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| CASNo = 30113-37-2 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| SMILES = COC1=CC(=CC(=C1O)OC)C2=C(C=C3C(=CC(=CC3=2)O)O)OC4C(C(C(C(O4)CO)O)O)O. |
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| UNII = MB4022065G |
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| PubChem = 94409 |
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| ChemSpiderID = 85201 |
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| SMILES = COc1cc(cc(c1O)OC)c2c(cc3c(cc(cc32)O)O)O4((((O4)CO)O)O)O |
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| InChI = 1/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19+,20+,21-,23-/m1/s1 |
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| InChIKey = PXUQTDZNOHRWLI-IRUYQYSKBI |
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| StdInChI = 1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19+,20+,21-,23-/m1/s1 |
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| StdInChIKey = PXUQTDZNOHRWLI-XSEKTIEYSA-O |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula=C<sub>23</sub>H<sub>25</sub>ClO<sub>12</sub><br>C<sub>23</sub>H<sub>25</sub>O<sub>12</sub><sup>+</sup> |
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| Formula=C<sub>23</sub>H<sub>25</sub>ClO<sub>12</sub><br>C<sub>23</sub>H<sub>25</sub>O<sub>12</sub><sup>+</sup> |
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| MolarMass = 528.89 g/mol (chloride)<br>493.43 g/mol |
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| MolarMass = 528.89 g/mol (chloride)<br>493.43 g/mol |
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| Appearance = |
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| ExactMass = 528.103454 u (chloride)<br>493.13460119 u |
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| Appearance = |
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| Density = |
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| Density = |
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| Solubility = |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards = |
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| FlashPt = |
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| FlashPt = |
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| Autoignition = |
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'''Primulin''' is an ]. It is the 3-] of ]. It can be found in '']''<ref></ref>. |
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'''Primulin''' is an ]. It is the 3-] of ]. It can be found in '']''.<ref>{{cite journal |url=http://www.biochemj.org/bj/078/0298/0780298.pdf |title=Plant Polyphenols: 3. Flavonoids in genotypes of ''Primula sinensis'' |author=J. B. Harborne |author2=H. S. A. Sherratt |journal=Biochem. J. |volume=78 |issue= 2|year= 1961 |pages=298–306|doi=10.1042/bj0780298 |pmid=13711452 |pmc=1205266 }}</ref> |
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The first crystalline form of this pigment was prepared by ] in about 1930. This was the first crystalline anthocyanin pigment ever identified. This was possible because of her insight into linking genetics with chemistry.<ref>, Cathie Martin, April 2016, Biochemical classics, Biochemist.org, Retrieved 5 July 2016</ref> |
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==References== |
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== References == |
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{{Reflist}} |
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{{Reflist}} |
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{{Anthocyanins}} |
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{{Anthocyanins}} |
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] |
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] |
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] |
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] |
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] |
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] |
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{{Natural-phenol-stub}} |
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{{Aromatic-stub}} |
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] |
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